A Molecular Shuttle Driven by Fullerene Radical‐Anion Recognition |
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Authors: | Francesco Scarel Giovanni Valenti Sudhakar Gaikwad Dr Massimo Marcaccio Prof Francesco Paolucci Prof Aurelio Mateo‐Alonso |
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Institution: | 1. Freiburg Institute for Advanced Studies (FRIAS), School of Soft Matter Research, Albert‐Ludwigs‐Universit?t Freiburg, Albertstr. 19, 79104 Freiburg im Breisgau (Germany);2. Institut fur Organische Chemie und Biochemie, Albert‐Ludwigs‐Universit?t Freiburg, Albertstr. 21, 79104 Freiburg im Breisgau (Germany);3. Dipartimento di Chimica “G. Ciamician”, Università di Bologna, Via Selmi 2, 40126 Bologna (Italy);4. POLYMAT, University of the Basque Country UPV/EHU, Avenida de Tolosa 72, E‐20018 Donostia‐San Sebastian (Spain);5. Ikerbasque, Basque Foundation for Science, E‐48011 Bilbao (Spain) |
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Abstract: | We describe a electrochemically driven molecular shuttle, in which shuttling takes place by means of fullerene radical‐anion recognition that results in a very low operation potential (E1/2=?0.580 V vs. decamethylferrocene). This has been achieved by introducing positive charges on the macrocycle, which strengthen the existing π–π interactions between the macrocycle and the electrogenerated fullerene radical anion by means of an electrostatic component. In addition, the synthesis of such a molecular shuttle has been accomplished by developing a new synthetic approach that exploits the controlled translocation of the macrocycle as a selective protecting group. |
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Keywords: | electrochemistry fullerenes molecular shuttles rotaxanes supramolecular chemistry |
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